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This is everything I have for Leonard Claiborne. I am descended from William Jr and Jane Claiborne (Brereton), so I haven't looked specifically for information for their brother Leonard.
1692
Leonard Claiborne got into some sort of trouble in Jamaica. I've never discovered how the court martial was decided, but there must be a record of the proceedings somewhere. I also have never found any additional information for the "Nathaniel Grubing" mentioned in the text below as a pirate. From these records, we can at least see that Leonard Claiborne was chasing pirates in 1692 and probably disagreed with his commanding officer about pirate chasing technique.
The notes below are from:
Calendar of State Papers Colonial, America and West Indies (1901)
www.british-history.ac.uk
March 2. 2,103. Minutes of Council of Jamaica. Report that a small French vessel, Nathaniel Grubing, master, had lately landed men and plundered Spanish river. Two sloop masters having volunteered to give pursuit of the vessel, ordered that if they capture her they shall have her for sole prize, and £100 besides. Commissions to be issued to the two sloop-masters, and ammunition also. [Board of Trade. Jamaica, 77. pp. 146, 147.]
March 2. 2,103. Minutes of Council of Jamaica. Report that a small French vessel, Nathaniel Grubing, master, had lately landed men and plundered Spanish river. Two sloop masters having volunteered to give pursuit of the vessel, ordered that if they capture her they shall have her for sole prize, and £100 besides. Commissions to be issued to the two sloop-masters, and ammunition also. [Board of Trade. Jamaica, 77. pp. 146, 147.]
April 16. The Council meets in Port Royal. Some French prisoners report that Nathaniel Grubing is on his way to make another raid on Jamaica. To guard against him, the councilors decide to hire the sloop Pembroke, captained by the lieutenant of HMS Guernsey (stationed in Port Royal), and manned by 60 men from the Guernsey and ten more impressed specifically for the purpose. The Pembroke will then cruise around the island along with the sloop Greyhound to prevent any attacks.
Sept. 19. 2,492. Minutes of Council of Jamaica. Order appointing Captain Bernart Andreis to command any sloop or sloops employed against Nathaniel Grubing. [Board of Trade. Jamaica, 77. pp. 216, 217.]
Nov. 28. 2,644. Minutes of Council of Jamaica. Colonel Leonard Claiborne confessed to disobedience of orders to Captain Bernart Andreis, his superior officer. Order for a General Court Martial on the 1st of December. [Board of Trade. Jamaica, 77. pp. 226, 227.]
Dec. 3. Order for prosecution of Colonels Leonard Claiborne and Christopher Senior, and Captain Michael Holdsworth, at next General Court. [Board of Trade. Jamaica, 77. pp. 227, 228.]
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As for Leonard Claiborne's death in 1694, from what I read, it appears that Jean Baptiste Ducasse, former slave trader and now French governor of Santo Domingo, invaded the English colony of Jamaica with about 1500 troops. The timing of the raid closely followed an earthquake that damaged defenses in Port Royal. Ducasse's troops romped through dozens of sugar refineries, rum distilleries, cotton and indigo processing plants. They stole as much as they could carry. More to the point of the raid, they kidnapped enslaved people. There is a wikipedia article for Ducasse.
Seven hundred troops of the local militia quickly mustered to confront the invaders. The outnumbered militia hypothetically drove off the French invaders with no naval support or regular army reinforcement. My guess is that with the kidnappings accomplished, Ducasse retired to his fleet and set sail to the nearest auction block, but he may have sold the kidnapped people directly to the French navy for use in their galleys.
Blood and Silver By Kris E. Lane (Oxford : Signal, 1999) says that "The French filibuster attacks wrecked the local economy nevertheless, leaving 50 sugar mills in ruins, over 200 houses burned, about 100 soldiers killed, and some 1300 African slaves missing, presumed stolen."
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